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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 922510Generated: October 31, 2026

Water → HCID 86729849, compound

https://huagongshe.com/reaction/922510

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzyl BromideHCID 7498—
ReactantSodium hydrideHCID 24758—
ReactantMethyl 3-((tert-butoxycarbonyl)amino)benzoateHCID 10264157—
SolventDimethylformamideHCID 6228—
ProductHCID 86729849HCID 86729849—

Reaction Steps

To a solution of methyl 3-(tert-butoxycarbonylamino)benzoate (1.08 g) described in a document (Bioorg. Med. Chem. 2010, 18, 3175.) in DMF (40 mL) was added sodium hydride (258 mg). The reaction mixture was stirred at room temperature for 15 min, and benzyl bromide (613 μL) was added. The mixture was stirred for 1 hr and water was added. The mixture was extracted with ethyl acetate, and the extract was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (125 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278931B2
Source datasetuspto-grants-2016_03
ORD IDord-3a5781fe3506438a8fecafe772fe77b3
Source noteuspto-grants-2016_03